Microwave irradiation changes the diastereomeric composition of the bicyclic cyclopropane carboxylic acid lactones obtained in the intramolecular cyclization of malonic acid allylic esters in a phase transfer catalysed reaction.
References
1.
CaddickS., Tetrahedron, 1995, 51, 10403.
2.
LoupyA., PetitA., HamelinJ., Texier-BoulletF., JacquaultP., and MathéD., Synthesis, 1998, 1213.
3.
See e.g. AbramovitchR.A., and BulmanA., Synlett, 1992, 795; D. Villemin and B. Martin, J. Chem. Res. (S), 1994, 146.
4.
See e.g. IpaktschiJ., and BrückM., Chem. Ber., 1990, 123, 1591.
5.
See e.g. GarciaO., DelgadoF., CanoA. C., AlvarezA., Tetrahedron Lett., 1993, 34, 623; F. Delgado, C. Alvarez, O. Garcia, G. Penieres and C. Marquez, Synth. Comm. 1991, 21, 2137.
6.
VarmaR.S., VarmaM., and ChatterjeeA. K., J. Chem. Soc. Perkin Trans. I, 1993, 999; B. Touaux, B. Klein, F. Texier-Boullet and J. Hamelin, J. Chem. Res. (S) 1994, 116.